Homes for Sale in 34108 with Private Pool

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  /50

  $4,750,000

  $250K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 4,254 Sq Ft

  6582 Trail Blvd, Naples, FL 34108

  Welcome to a private, gated estate in the heart of Pine Ridge Estates. Set on 1.61 acres, this custom residence offers more than 4,700 square feet of living space and a rare blend of privacy, scale and refined luxury. The main home features four bedrooms and four-and-a-half baths, including a sophisticated primary suite with a large double-vanity bath, soaking tub, sunlit walk-in shower and

  Darrin McCutcheon Premier Sotheby's Int'l Realty

  6582 Trail Blvd, Naples, FL 34108
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  /50

  $2,299,000

  $200K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,461 Sq Ft

  480 Oak Ave, Naples, FL 34108

  Experience the ultimate Southwest Florida lifestyle at 480 Oak Avenue, a prime SOUTHERN EXPOSURE waterfront residence in the heart of North Naples. Positioned on a wide canal with beautiful water views just off the bay with view of Ritz-Carlton Residences of Naples. This exceptional property offers direct boating access to the Gulf of Mexico, allowing you to enjoy world-class fishing, island

  Michael DeLong Real Broker, LLC

  480 Oak Ave, Naples, FL 34108
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  /27

  $7,499,000

  $1M PRICE DROP

  • 4 Beds
  • 6 Baths
  • 3,869 Sq Ft

  103 Bayview Ave, Naples, FL 34108

  LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting.Built in 2020, this coastal masterpiece blends modern

  Melissa Martin Gulf Coast International Prop

  103 Bayview Ave, Naples, FL 34108
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  /31

  $1,390,000

  • 3 Beds
  • 2 Baths
  • 1,781 Sq Ft

  765 101st Ave N, Naples, FL 34108

  Ideally positioned in one of Naples Park’s most desirable locations, this beautifully maintained fully furnished, turnkey 3-bedroom, 2-bath residence offers the perfect blend of coastal lifestyle and income-producing opportunity. With over 1,700 square feet of living space, the home features a spacious great room with soaring ceilings, creating a bright, open feel ideal for both relaxing and

  Mari Vesci John R Wood Properties

  765 101st Ave N, Naples, FL 34108
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  /44

  $2,490,000

  Open Sat 12PM - 3PM $260K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,713 Sq Ft

  717 Pine Creek Ln, Naples, FL 34108

  Tucked away on a quiet cul-de-sac street in the Oakmont subdivision of Pelican Bay, west of Oakmont Parkway, this lovingly maintained 4-bedroom, 3.5-bath home offers relaxed luxury and privacy in an X flood zone. Designed for both everyday living and entertaining, the residence features spacious rooms and seamless indoor-outdoor flow to a screened lanai with private pool and spa, ideal for

  Mary Watts Wolleon William Raveis Real Estate

  717 Pine Creek Ln, Naples, FL 34108
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  /29

  $1,250,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  523 107th Ave N, Naples, FL 34108

  Just one block from Vanderbilt Beach, moments from Mercato’s upscale shopping, fine dining, and vibrant nightlife, with the new Ritz-Carlton Residences further elevating the area’s prestige. This beautifully remodeled 3-bedroom, 2-bath coastal retreat features a bright, airy layout with extensive upgrades throughout.Designed for effortless indoor-outdoor living, the home offers a private

  Armid Metohu Coldwell Banker Realty

  523 107th Ave N, Naples, FL 34108
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  /24

  $1,450,000

  $40K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,227 Sq Ft

  859 108th Ave N, Naples Park, FL 34108

  Remarkable UNDER CONSTRUCTION luxury home located in a quiet, dead-end street at Naples Park. One of the last few areas of Naples that are LESS THAN 2 MILES from the ocean with NO HOA and NO RENTAL RESTRICTIONS. This beautiful 5 bed, 3 bath home will feature a modern design and high-quality build with a STEM WALL foundation, HIGH IMPACT RATED WINDOWS AND DOORS, and it is being offered FULLY and

  KATIA KREISCHER NASCIMENTO Realty One Group MVP

  859 108th Ave N, Naples Park, FL 34108
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  /50

  $5,975,000

  $424K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 4,293 Sq Ft

  432 Bayside Ave, Naples, FL 34108

  Experience the pinnacle of coastal luxury in this architecturally modern waterfront pool home featured in Gulfshore Life Magazine. Boasting over 4,000 square feet of sleek, open-concept living space, this exceptional residence is perfectly positioned just minutes from pristine beaches, upscale shopping, and fine dining. Step inside to soaring ceilings, expansive glass doors, and seamless

  Kimberly Salay John R Wood Properties

  432 Bayside Ave, Naples, FL 34108
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  /3

  $1,799,000

  • 5 Beds
  • 3 Baths
  • 2,225 Sq Ft

  745 105th Ave N, Naples, FL 34108

  We’ll assist you in making your own selections to personalize this thoughtfully designed floor plan that maximizes living space. The home will feature a must-have 5th bedroom, 3 full bathrooms, a resort-style saltwater pool and spa, full outdoor kitchen, an outdoor shower, and a 2-car garage. You’ll enjoy the high ceilings with a spacious feel. 11 foot in the entry, 10 foot in all bedrooms, and

  Zachary Monger Compass Florida LLC

  745 105th Ave N, Naples, FL 34108
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  /23

  $1,599,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,317 Sq Ft

  699 98th Ave N, Naples, FL 34108

  This 3-bedroom, 2.5-bath home in a prime Naples location offers a perfect blend of luxury and comfort. Featuring stunning curb appeal with lush landscaping, a paver driveway, and a tile roof, this home immediately impresses. Step through the double-glass doors into a grand, light-filled foyer with a 22-foot ceiling and a beautiful wooden staircase.The open floor plan showcases elegant wood

  Rich Bowden ENGEL & VOELKERS NAPLES

  699 98th Ave N, Naples, FL 34108
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  /50

  $3,750,000

  $600K PRICE DROP

  • 4 Beds
  • 6 Baths
  • 4,030 Sq Ft

  494 Seabee Ave, Naples, FL 34108

  The waterfront home you’ve been waiting for has finally arrived! Welcome to your dream residence in the prestigious, resort-style Conners at Vanderbilt Beach community. This stunning custom-built, turnkey single-family home—constructed in 2008 and located on Seabee Ave—offers luxurious living at its finest. Featuring 4 bedrooms, 6 baths, and a spacious 3-car garage with abundant storage, this

  Vito Bauer Coldwell Banker Realty

  494 Seabee Ave, Naples, FL 34108
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  /47

  $9,000,000

  • 5 Beds
  • 5.5 Baths
  • 5,777 Sq Ft

  705 Shadow Lake Ln, Naples, FL 34108

  This home is like a thoughtfully commissioned work of art, as unique as its deserving new owner. Welcome to Pelican Bay’s most coveted estate compound. With midcentury modern, Asian and Frank Lloyd Wright inspired architecture, this home sits on one of the largest and most secluded lots ever to become available. At the end of a quiet cul-de-sac, bordering Oakmont Park, enveloped by a one-tenth of

  Paige Bowers Coastal Signature Real Estate

  705 Shadow Lake Ln, Naples, FL 34108
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  /50

  $5,395,000

  $355K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,597 Sq Ft

  431 Palm Ct, Naples, FL 34108

  Experience unparalleled waterfront living with 209 feet of private bay frontage—the widest in Vanderbilt Beach’s coveted Conners neighborhood. This rare end lot offers sweeping, unobstructed bay and canal views, bathed in golden sunsets each evening. Elevated 11 feet above sea level, the home’s thoughtfully designed structure provided complete dryness during Hurricane Ian, offering unmatched

  David William Auston, PA Real Broker, LLC

  431 Palm Ct, Naples, FL 34108
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  /39

  $1,075,000

  $75K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,845 Sq Ft

  691 92nd Ave N, Naples, FL 34108

  Situated on one of the most desirable streets in Naples Park, this meticulously maintained single-family home offers an exceptional blend of quality construction, thoughtful design, and unbeatable walkability. Built to Miami-Dade code and never flooded, this property requires no flood insurance. The versatile floor plan features 3 bedrooms plus a den and 2.5 bathrooms, with a desirable

  Sean Smuk Coldwell Banker Realty

  691 92nd Ave N, Naples, FL 34108
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  /18

  $5,750,000

  New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,254 Sq Ft

  22 Las Brisas Way Unit 23, Naples, FL 34108

  This extraordinary under-construction lakefront estate, completing in March, in the prestigious enclave of Las Brisas is a residence that cannot be replicated. Designed with architectural intention and curated to perfection, it represents a rare convergence of craftsmanship, setting, and interior artistry. A collaboration among Naples’ premier luxury design professionals—architecture by Beck

  Taber Tagliasacchi Calusa Bay Properties LLC

  22 Las Brisas Way Unit 23, Naples, FL 34108
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  /48

  $6,895,000

  • 4 Beds
  • 4.5 Baths
  • 5,564 Sq Ft

  9960 Brassie Bend, Naples, FL 34108

  Elegant and graceful estate home behind the secure gates of the prestigious Bay Colony Golf Estates neighborhood. With a prime and serene lot expansive location offering gorgeous open views of the Bay Colony Golf Course and lush tropical landscaping abound. This desirable lifestyle, rich floor plan features designer details such as soaring ceilings with craftsman moldings and trim, an

  Frank Pezzuti Premier Sotheby's Int'l Realty

  9960 Brassie Bend, Naples, FL 34108
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  /29

  $919,000

  $31K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,418 Sq Ft

  601 97th Ave N, Naples, FL 34108

  PRIME Naples Park Pool Home – Income Potential + Beach Lifestyle! Located on a desirable corner lot just minutes from Vanderbilt Beach, this 3-bedroom pool home can easily be made a 4 bedroom & offers the ideal blend of personal use and investment opportunity. Recent upgrades include a brand-new A/C system, newer roof, , and enhanced landscaping, providing peace of mind and curb appeal.

  Melissa McMurray Compass Florida LLC

  601 97th Ave N, Naples, FL 34108
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  /48

  $34,900,000

  • 5 Beds
  • 5.5 Baths
  • 7,210 Sq Ft

  7409 Bay Colony Dr, Naples, FL 34108

  A stunning new home in The Strand at Bay Colony - one of Naples’ most exclusive beachfront communities. Designed by Stofft Cooney Architects and built by BCB Homes, this 5-bedroom, 5.5-bath custom residence blends contemporary coastal design with timeless craftsmanship. Light-filled open spaces feature wide-plank Legno Bastone floors, a 3-sided fireplace, and incredible natural finishes

  Mike McCumber Waterfront Realty Group Inc

  7409 Bay Colony Dr, Naples, FL 34108
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  /44

  $1,345,000

  $70K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 3,400 Sq Ft

  646 111th Ave N, Naples, FL 34108

  Stunning Coastal Retreat – Steps from the beach! This exquisite 5 bedroom, 6 bathroom residence offers the perfect blend of luxury and comfort, just a short stroll to the Delnor-Wiggins Pass State Park and Vanderbilt Beach. Designed for entertaining, this spacious open floor plan features a gourmet kitchen with 2 full size refrigerators and deluxe gas cooktop with serving drawer and pot filler.

  Patrick Dearborn John R Wood Properties

  646 111th Ave N, Naples, FL 34108
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  $1,599,999

  $75K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,937 Sq Ft

  5929 Chanteclair Dr Unit 8, Naples, FL 34108

  Welcome home to Pelican Bay's entry-level price point non-zero lot-line single-family home within walking distance to tram/beach access. If you are looking for a fantastic opportunity to get into Pelican Bay without breaking the bank, 5929 Chanteclair Drive in Chanteclair Manor is calling, charming and intimate detached villa neighborhood of only 19 residences all within a short distance to

  Kimberly Columbia Premier Sotheby's Int'l Realty

  5929 Chanteclair Dr Unit 8, Naples, FL 34108
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  /49

  $11,495,000

  New Construction Open Fri 1PM - 4PM $3M PRICE DROP

  • 5 Beds
  • 6 Baths
  • 7,800 Sq Ft

  107 Myrtle Rd, Naples, FL 34108

  Step into luxury with this recently completed masterpiece, crafted over the span of three years by Big Island Builders. Architectural design completed by Kukk Architecture and Design, along with interior and landscape design by Bellevue Creative. This estate spans over 11,500 square feet, offering seamless indoor/outdoor living where details and quality are uncompromised. The interior is a

  Daniel Riess Compass Florida LLC

  107 Myrtle Rd, Naples, FL 34108
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  /21

  $4,450,000

  • 4 Beds
  • 3 Baths
  • 2,713 Sq Ft

  812 Tallow Tree Ct, Naples, FL 34108

  Nestled within Pinecrest, an exclusive enclave inside Pelican Bay, this recently reimagined residence presents a rare blend of privacy, sophistication, and the exceptional coastal lifestyle for which Pelican Bay is known. The home has been entirely renovated with an extraordinary level of design, craftsmanship, and meaningful investment throughout. Legno Bastone wide-plank European oak floors,

  Robyn Pfister Griffin William Raveis Real Estate

  812 Tallow Tree Ct, Naples, FL 34108
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  /46

  $7,750,000

  • 6 Beds
  • 5.5 Baths
  • 5,565 Sq Ft

  469 Germain Ave, Naples, FL 34108

  A stunning waterfront masterpiece in Conners at Vanderbilt Beach, this newly complete 2023 custom residence captures the essence of modern coastal living. Thoughtfully designed for today’s lifestyle, it offers over 5,500 square feet of light-filled living space with six bedrooms (or flex spaces), five full and one half baths, and an effortless indoor-outdoor flow. The expansive great room and

  Margaret Ives Premier Sotheby's Int'l Realty

  469 Germain Ave, Naples, FL 34108
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  /19

  $2,199,000

  $500K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,603 Sq Ft

  385 Willet Ave, Naples, FL 34108

  This Gulf-access gem is nestled at the end of a private cul-de-sac, offering sweeping intersecting canal views and an extraordinary 100 feet of waterfront, substantially wider than the typical homesite. The three bedroom, two bath coastal residence features a two-car garage, a spacious pool, and an outstanding 586 square foot dock equipped with a 10,000 lb. lift and an expansive lounge area ideal

  Melissa Martin Gulf Coast International Prop

  385 Willet Ave, Naples, FL 34108
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  $749,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,556 Sq Ft

  690 95th Ave N, Naples, FL 34108

  Welcome to your Tropical Bungalow Retreat in one of Naples’ most sought-after communities! This charming coastal home offers ideal southern exposure and features 3 bedrooms, 2 baths, and a beautiful screened-in heated pool. Wood flooring enhances the main living areas, while tile throughout the kitchen, bedrooms, and bathrooms provides low-maintenance living—no carpet anywhere. The light, airy

  Ronald Agin Premiere Plus Realty Company

  690 95th Ave N, Naples, FL 34108
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  /50

  $1,700,000

  $250K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 3,734 Sq Ft

  559 105th Ave N, Naples, FL 34108

  Investor alert! Rare opportunity to acquire a fully renovated luxury 4-plex in the highly desirable Naples Park community, situated on two separate lots with individual property IDs. All four units are completely turnkey furnished and currently operating as successful, income-producing short-term rentals. Each unit has been tastefully updated with modern finishes, creating a boutique resort-style

  Chris Lawrence Sellstate Prime Realty

  559 105th Ave N, Naples, FL 34108
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  /23

  $840,000

  $60K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  758 105th Ave N, Naples, FL 34108

  NEW UPDATES MUST SEE....Tastefully renovated fully furnished 3 bed 2 bath pool home located in the sought after Naples Park neighborhood. The home is south facing with sunshine poolside from sun up to sun down. Home is sold turn key, great for investor or family relocating or just wants to bring their personal belongings and move right in. Home was recently an annual rental but would be great for

  Derrick Frakes Frakes Realty

  758 105th Ave N, Naples, FL 34108
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  /31

  $12,895,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 5,367 Sq Ft

  348 Seagull Ave, Naples, FL 34108

  Introducing a landmark property in one of Naples’ most coveted boating communities, 348 Seagull Avenue redefines modern coastal luxury. Perfectly positioned at the tip of a quiet cul-de-sac in the exclusive Conners enclave of Vanderbilt Beach, this architectural masterpiece by Kriel Dillworth Design commands a pie-shaped lot with wide, unobstructed canal views and coveted western exposure, the

  Melissa Martin Gulf Coast International Prop

  348 Seagull Ave, Naples, FL 34108
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  /10

  $5,950,000

  $250K PRICE DROP

  • 4 Beds
  • 4.5 Baths
  • 3,540 Sq Ft

  140 Conners Ave, Naples, FL 34108

  This exceptional residence seamlessly blends luxury, clean lines, and purpose, offering an unparalleled living experience. As you approach the property, you are welcomed by a circular driveway and lush, mature landscaping. Upon entering, you are greeted by the Grand Foyer and staircase. The new spacious, versatile flex room is just beyond the foyer—currently designed as a home gym, complete with

  Rocco Roppo Downing Frye Realty Inc.

  140 Conners Ave, Naples, FL 34108
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  /47

  $4,450,000

  Open Sat 12:30PM - 3:30PM

  • 3 Beds
  • 3.5 Baths
  • 2,630 Sq Ft

  805 Lake Vista Ct, Naples, FL 34108

  Perfectly positioned at the end of a quiet cul-de-sac on an extraordinary 190+ foot lakefront lot, this single-family “JEWEL BOX GEM” in Pelican Bay has been completely reimagined to deliver exceptional design, craftsmanship, and modern technology rarely found in today’s market. Wide plank distressed wood floors, 8” baseboards, custom casement detailing, skylights, and Lutron lighting enhance the

  Tade Bua-Bell John R Wood Properties

  805 Lake Vista Ct, Naples, FL 34108
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  /40

  $1,999,000

  $251K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,690 Sq Ft

  6574 Trail Blvd, Naples, FL 34108

  Prime 1.26-acre (54,886 square feet) estate parcel in Flood Zone X in the heart of Pine Ridge, offering exceptional redevelopment potential in one of Naples sought-after acreage communities. Zoned RSF-1 with no HOA restrictions, this property provides flexibility to utilize the existing single-story four-bedroom, three-bath pool home or design and build a new custom estate tailored to today’s

  Taylor Smith Premier Sotheby's Int'l Realty

  6574 Trail Blvd, Naples, FL 34108
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  /27

  $971,800

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft

  718 95th Ave N, Naples, FL 34108

  Investors will appreciate this turnkey furnished, 3 Bedroom 2 Bath property in the sought after 700 block of Naples Park. Located within approximately a mile from Vanderbilt Beach. This rental delivers proven rental success on VRBO and Airbnb with Superhost Status and a strong booking history. Future bookings are $40123.08 as of April 2026. Key features include Granite countertop Kitchen with

  Paul Pappas Best of Luxury Realty Corp

  718 95th Ave N, Naples, FL 34108

Showing Results 161 - 192, Page 5 of 5